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Related Concept Videos

Cycloaddition Reactions: Overview01:16

Cycloaddition Reactions: Overview

3.6K
Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
3.6K
Cycloaddition Reactions: MO Requirements for Photochemical Activation01:12

Cycloaddition Reactions: MO Requirements for Photochemical Activation

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Some cycloaddition reactions are activated by heat, while others are initiated by light. For example, a [2 + 2] cycloaddition between two ethylene molecules occurs only in the presence of light. It is photochemically allowed but thermally forbidden.
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Cycloaddition Reactions: MO Requirements for Thermal Activation01:16

Cycloaddition Reactions: MO Requirements for Thermal Activation

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Thermal cycloadditions are reactions where the source of activation energy needed to initiate the reaction is provided in the form of heat. A typical example of a thermally-allowed cycloaddition is the Diels–Alder reaction, which is a [4 + 2] cycloaddition. In contrast, a [2 + 2] cycloaddition is thermally forbidden.
4.8K

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Constructing Cyclic Peptides Using an On-Tether Sulfonium Center
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Cyclover-Assisted Liquid-Phase Peptide Synthesis Using T3P® as a Green Coupling Reagent.

Priyanka Kushwaha1, Marvin Mantel2, Peter Talbiersky2

  • 1Peptide Science Laboratory, School of Chemistry and Physics, University of KwaZulu-Natal, Westville, Durban 4000, South Africa.

Organic Letters
|February 24, 2026
PubMed
Summary
This summary is machine-generated.

A new Cyclover tag enables efficient and tunable liquid-phase peptide synthesis (LPPS) in 2Me-THF. This method uses propylphosphonic anhydride (T3P®) and reduces waste, offering a greener approach to complex peptide production.

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Area of Science:

  • Organic Chemistry
  • Synthetic Chemistry
  • Biochemistry

Background:

  • Liquid-phase peptide synthesis (LPPS) is crucial for producing peptides.
  • There is a continuous need for more sustainable and efficient LPPS methods.
  • Current methods may face challenges in terms of efficiency, sustainability, and scalability.

Purpose of the Study:

  • To introduce Cyclover, a novel tag for enhanced LPPS.
  • To demonstrate efficient and tunable peptide synthesis in 2Me-THF.
  • To develop a greener extraction protocol for peptide purification.

Main Methods:

  • Development and application of the Cyclover tag in LPPS.
  • Utilizing propylphosphonic anhydride (T3P®) as the coupling reagent.
  • Optimization of an extraction protocol to improve sustainability.

Main Results:

  • Cyclover enables efficient and tunable LPPS in 2-methyltetrahydrofuran (2Me-THF).
  • The use of T3P® as a coupling reagent proved effective.
  • The optimized extraction protocol reduced the Process Mass Intensity (PMI) by approximately 2.7-fold.
  • High purity and isolated yields were maintained throughout the process.

Conclusions:

  • Cyclover represents a versatile tool for advancing sustainable peptide synthesis.
  • The developed method offers a greener and more efficient route for complex peptide production.
  • This approach has the potential to significantly impact the field of peptide manufacturing.